Are there plans to reconnect the two separate stretches of the Piilani Highway on Maui?
There are plans to establish at least one new connecting highway. Hawaii DOT plans a new state highway 374. This will indirectly connect the Piilani Highway segments, running from state route 37 near Pukalani, at the junction with Hailemaile Road (county route 371), downslope to the Piilani Highway (state route 31) at Kaonolulu Street in Kihei. That will still leave dangling the southern end of state route 31 past Kihei to Wailea, though some Mauians haven’t given up on extending that road south and inland to provide a more direct connection to the rest of the Piilani Highway. See the Maui route list, and the Piilani Highway road photos pages, for more details.